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Methyl 4-fluoro-2-methyl-5-nitrobenzoate

  • CAS No. 1163287-01-1

  • Cat. No. CS-0061240
  • Purity≥98%
  • MDL No.MFCD14581697

*For research and further manufacturing use only, not for direct human use.

Methyl 4-fluoro-2-methyl-5-nitrobenzoate|CS-0061240

Structure of 1163287-01-1

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General Information

  • CAS No. 1163287-01-1
  • Cat. No. CS-0061240
  • Purity ≥98%
  • MDL No. MFCD14581697
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈FNO₄
  • Molecular Weight 213.16
  • Synonym(s) Methyl4-fluoro-2-Methyl-5-nitrobenzoic acid
  • SMILES CC1=CC(=C(C=C1C(=O)OC)[N+](=O)[O-])F

Description

Methyl 4-fluoro-2-methyl-5-nitrobenzoate features a fluorinated aromatic core with strategically positioned methyl and nitro groups, enabling selective functionalization in synthetic sequences. The ester moiety offers stable handling under standard conditions while the electron-deficient ring facilitates nucleophilic substitution reactions. This compound serves as a key intermediate in the synthesis of bioactive molecules and advanced materials.

Application

Methyl 4-fluoro-2-methyl-5-nitrobenzoate serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling selective functionalization at the electron-deficient aromatic ring. The fluorine and nitro groups enhance reactivity in nucleophilic substitution and facilitate downstream coupling reactions. Its bench-stable nature and compatibility with standard purification methods make it well-suited for multi-step synthetic sequences.

Synthesis

  • Route1

    References

    • BIOENERGENIX Patent: US2012/277224 A1, 2012 ; Location in patent: Page/Page column 61 ; US 20120277224 A1
  • Route2

    References

    • Astellas Pharma Inc. Patent: US2011/319385 A1, 2011 ; Location in patent: Page/Page column 21 ; US 20110319385 A1
  • Route3

    References

    • MERCK PATENT GMBH; YU, Henry; RICHARDSON, Thomas E.; BHARATHI, Pandi; HEASLEY, Brian H.; JENKS, Matthew G.; FOGLESONG, Robert J. Patent: WO2013/106409 A1, 2013 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   69.44
  • LogP   1.82892
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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